(-)-Macromerine

Base Information

Chemical Name:(-)-Macromerine
CAS No.:19751-75-8
Molecular Formula:C₁₂H₁₉NO₃
Molecular Weight:225.288
Hs Code.:
UNII:5V42VYT1D6
Nikkaji Number:J13.816I
Wikidata:Q27262912
Mol file:19751-75-8.mol

Synonyms:(-)-Macromerine;Macromerine, (-)-;Macromerine L-form [MI];19751-75-8;UNII-5V42VYT1D6;5V42VYT1D6;Benzenemethanol, alpha-((dimethylamino)methyl)-3,4-dimethoxy-, (alphaR)-;(1R)-1-(3,4-dimethoxyphenyl)-2-(dimethylamino)ethanol;Q27262912;BENZENEMETHANOL, .ALPHA.-((DIMETHYLAMINO)METHYL)-3,4-DIMETHOXY-, (.ALPHA.R)-

Suppliers and Price of (-)-Macromerine

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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price

Total 1 raw suppliers

Chemical Property of (-)-Macromerine

Chemical Property:

Melting Point:66-67.SoC
XLogP3:0.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:225.13649347
Heavy Atom Count:16
Complexity:199

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CN(C)CC(C1=CC(=C(C=C1)OC)OC)O
Isomeric SMILES:CN(C)C[C@@H](C1=CC(=C(C=C1)OC)OC)O
Description Hodgkins and his co-workers have isolated this alkaloid from Coryphantha macromeris (Engelm.) Lem. Britton and Rose (Syn. Thelocactus macromeris (Engelm.) L. Benson and it has subsequently been discovered in C. runyonii. It is a laevorotatory base with [α]25D - 42.61° (c 2.0, EtOH) or - 147.01° (c 3.9, CHC13). The synthetic (±)-form has a higher m.p. l46-7°C and yields a crystalline picrate, m.p. 147°C. Spectroscopic and chemical data are in accord with the structure (-)- -(3 :4-dimethoxyphenyl)- -(dimethylamino)ethanol.

Technology Process of (-)-Macromerine

There total 2 articles about (-)-Macromerine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 55.0%

: 33061-24-4
1-(3,4-dimethoxyphenyl)-2-(dimethylamino)ethanone

: 19751-75-8
(R)-(-)-1-(3,4-dimethoxyphenyl)-2-(dimethylamino)ethanol

Guidance literature:: With formic acid; Noyori's catalyst; triethylamine; In ethyl acetate; at 20 ℃; for 168h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1016/j.tetasy.2009.03.014

Reference yield:

: 1835-02-5
2-Bromo-1-(3,4-dimethoxyphenyl)ethanone

: 19751-75-8
(R)-(-)-1-(3,4-dimethoxyphenyl)-2-(dimethylamino)ethanol

Guidance literature:: Multi-step reaction with 2 steps

1: diethyl ether / 3.5 h / 20 °C

2: [N-[(1R,2R)-2-(amino-κN)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-κN]chloro[(1,2, 3,4,5,6-η)-1-methyl-4-(1-methylethyl)benzene]-ruthenium; formic acid; triethylamine / ethyl acetate / 168 h / 20 °C / Inert atmosphere

With formic acid; [N-[(1R,2R)-2-(amino-κN)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-κN]chloro[(1,2, 3,4,5,6-η)-1-methyl-4-(1-methylethyl)benzene]-ruthenium; triethylamine; In diethyl ether; ethyl acetate;